95391-81-4Relevant articles and documents
Nickel and Palladium Catalysed Coupling of Vinyl Selenides with Trimethylsilylmethylmagnesium Chloride: A New Synthesis of Allyl Silanes
Hevesi, Laszlo,Hermans, Bernard,Allard, Christophe
, p. 6729 - 6730 (2007/10/02)
A new access to allyl silanes by the Ni and Pd catalysed cross-coupling reactions of vinyl selenides and trimethylsilylmethylmagnesium chloride (DME/Rfx/65-83percent yield) is reported.
Versatile Cyclisation Reactions Using Selenoboranes
Kataoka, Tadashi,Yoshimatsu, Mitsuhiro,Noda, Yoshinori,Sato, Takashi,Shimizu, Hiroshi,Hori, Mikio
, p. 121 - 130 (2007/10/02)
Tris(phenylseleno)borane and tris(methylseleno)borane reacted with terminal acetylenes to afford (Z)-vinyl selenides.This reaction was initiated by oxygen and the intermediates were vinyl radicals.This radical reaction could be applied to the intramolecular free radical cyclisation of enynes and some heterocycles and carbocycles were synthesised.This novel method could be also employed in the synthesis of α-kainoid derivatives.
SYNTHESIS OF VINYLIC SELENIDES AND TELLURIDES BY THE ADDITION OF ALKANESELENOLATE AND -TELLUROLATE ANIONS TO ACETYLENES
Potapov, Vladimir A.,Amosova, Svetlana V.
, p. 277 - 280 (2007/10/02)
Alkaneselenolate and -tellurolate anions, which are generated from dialkyl dichalcogenides in the system potassium hydroxide-hydrazine hydrate-dimethyl sulfoxide-water, add to acetylene and phenylacetylene to give alkyl vinyl chalcogenides and (Z)-alkyl s
VINYL RADICAL GENERATION WITH SELENOBORANE AND ITS APPLICATION TO CYCLIZATION REACTION OF ENYNES
Kataoka, Tadashi,Yoshimatsu, Mitsuhiro,Shimizu, Hiroshi,Hori, Mikio
, p. 5927 - 5930 (2007/10/02)
Tris(methylseleno)- and tris(phenylseleno)boranes added to acetylenes to afford methylseleno- and phenylseleno-substituted Z-vinylselenides in high yields.The addition reactions proceeded by way of free radicals and were applied to cyclization reactions o
77Se NMR. 2. The Basis for Application of JSe-Se and JSe-H in Structure Assignments of Mono-, Di-, and Triseleno-Substituted Alkenes
Johannsen, Ib,Henriksen, Lars,Eggert, Hanne
, p. 1657 - 1663 (2007/10/02)
Series of isomeric mono-, di-, and triseleno-substituted alkenes have been synthesized and subjected to 77Se NMR analysis.In di- and triseleno-substituted alkenes stereochemical assignments were obtained by measurements of 77Se-77Se coupling constants.Val
STEREOSPECIFIC SYNTHESIS OF DIVINYL DISELENIDES FROM VINYL ACETYL SELENIDES
Testaferri, Lorenzo,Tiecco, Marcello,Chianelli, Donatella,Tingoli, Marco
, p. 4577 - 4584 (2007/10/02)
Vinyl halides react with MeSeLi in DMF to afford vinyl methyl selenides which are demethylated by the excess of the MeSeLi; the vinyl selenide anions thus obtained react with acetyl chloride to give vinyl acetyl selenides.This three steps one pot synthesis occurs with complete retention of configuration.The vinyl acetyl selenides are cleanly fragmented by electron transfer to the vinyl selenide anions; addition of iodine to the resulting solutions produced the divinyl diselenides with retention of configuration.The transformation of vinyl acetyl selenides into divinyl diselenides can also be induced by catalytic amounts of a solution of sodium in HMPA or of sodium methanethiolate.
NEW SYNTHESIS OF VINYL SELENIDES NUCLEOPHILIC SUBSTITUTIONS OF UNACTIVATED VINYL HALIDES BY SELENIDE ANIONS
Tiecco, M.,Testaferri, L.,Tingoli, M.,Chianelli, D.,Montanucci, M.
, p. 4975 - 4978 (2007/10/02)
Alkyl and aryl selenide anions react with unactivated vinyl halides, in dipolar aprotic solvents, to give alkyl or aryl vinyl selenides in good yields.These reactions are stereospecific and occur with retention of configuration.
